Standard InChI: InChI=1S/C16H14O5/c1-8-4-11(17)15-13(21-8)6-9-5-10(19-2)7-12(20-3)14(9)16(15)18/h4-7,18H,1-3H3
Standard InChI Key: HFPQKJMLIONCGP-UHFFFAOYSA-N
Associated Targets(Human)
Xanthine dehydrogenase 1038 Activities
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HepG2 196354 Activities
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A549 127892 Activities
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Associated Targets(non-human)
Amaranthus hypochondriacus 68 Activities
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Echinochloa crus-galli 3685 Activities
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Calmodulin 71 Activities
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Calmodulin 30 Activities
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Human immunodeficiency virus 1 70413 Activities
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Molecule Features
Natural Product: Yes
Oral: No
Chemical Probe: No
Parenteral: No
Molecule Type: Small molecule
Topical: No
First In Class: No
Black Box: No
Chirality: No
Availability: No
Prodrug: No
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Properties
Molecular Weight: 286.28
Molecular Weight (Monoisotopic): 286.0841
AlogP: 2.98
#Rotatable Bonds: 2
Polar Surface Area: 68.90
Molecular Species: NEUTRAL
HBA: 5
HBD: 1
#RO5 Violations: 0
HBA (Lipinski): 5
HBD (Lipinski): 1
#RO5 Violations (Lipinski): 0
CX Acidic pKa: 6.82
CX Basic pKa:
CX LogP: 2.89
CX LogD: 2.23
Aromatic Rings: 3
Heavy Atoms: 21
QED Weighted: 0.73
Np Likeness Score: 1.44
References
1.Ye YH, Zhu HL, Song YC, Liu JY, Tan RX.. (2005) Structural revision of aspernigrin A, reisolated from Cladosporium herbarum IFB-E002., 68 (7):[PMID:16038560][10.1021/np050059p]
2.Macías M, Ulloa M, Gamboa A, Mata R.. (2000) Phytotoxic compounds from the new coprophilous fungus guanomyces polythrix., 63 (6):[PMID:10869195][10.1021/np990534h]
3.Zhou X, Fang W, Tan S, Lin X, Xun T, Yang B, Liu S, Liu Y.. (2016) Aspernigrins with anti-HIV-1 activities from the marine-derived fungus Aspergillus niger SCSIO Jcsw6F30., 26 (2):[PMID:26711143][10.1016/j.bmcl.2015.12.005]
4.Carter AC, King JB, Mattes AO, Cai S, Singh N, Cichewicz RH.. (2019) Natural-Product-Inspired Compounds as Countermeasures against the Liver Carcinogen Aflatoxin B1., 82 (6):[PMID:31136174][10.1021/acs.jnatprod.9b00290]
5.Hu YW, Liu Y, Guo EY, Wang YY, Xu WQ, Gao Y, Jiang XY, Feng F, Xu J, Liu WY.. (2021) Naphtho-γ-pyrone Dimers from an Endozoic Aspergillus niger and the Effects of Coisolated Monomers in Combination with Cisplatin on a Cisplatin-Resistant A549 Cell Line., 84 (7.0):[PMID:34156846][10.1021/acs.jnatprod.0c01262]
